24323-38-4

Usage

Uses

Used in Fragrance Industry:
2-Hydroxy-3-methylpentanoic acid ethyl ester is used as a fragrance ingredient for its fruity berry scent. It adds a pleasant aroma to various products such as perfumes, lotions, and candles.
Used in Flavor Industry:
2-Hydroxy-3-methylpentanoic acid ethyl ester is used as a flavoring agent for its fruity and berry-like taste. It can be used to enhance the flavor of food and beverages, particularly those with a fruity or berry profile.
Used in Cosmetics Industry:
2-Hydroxy-3-methylpentanoic acid ethyl ester is used as an additive in the cosmetics industry for its pleasant aroma. It can be incorporated into products such as lotions, creams, and shampoos to provide a fruity and refreshing scent.
Used in Champaca Concrete:
2-Hydroxy-3-methylpentanoic acid ethyl ester is used as a component in champaca concrete, a natural fragrance material derived from the flowers of the Michelia champaca tree. It contributes to the overall aroma and scent profile of the concrete, which is used in the perfumery and fragrance industry.

InChI:InChI=1/C8H16O3/c1-4-6(3)7(9)8(10)11-5-2/h6-7,9H,4-5H2,1-3H3

Upstream product

• 857975-91-8 ethyl 3-(2-mewthoxyethyl)-3-methylglycidate 
• 111843-43-7 2-Hydroxy-3-iodo-3-methyl-pentanoic acid ethyl ester 
• 82731-71-3 ethyl (RS,SR)-2-hydroxy-3-methyl-3-pentynoate 
• 5870-68-8 ethyl 3-methylpentanoate 
• 3647-33-4 3-ethyl-3-methyl-oxiranecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

A HIGHLY STEREOSELECTIVE CONVERSION OF α,β-EPOXY ESTERS TO α-HYDROXY ESTERS. AN EFFICIENT ROUTE TO OPTICALLY ACTIVE α-HYDROXYESTERS

α,β-Epoxy esters were cleanly converted to α-hydroxy esters with retention of the configurations at the α-carbon atoms via MgI2-promoted regioselective oxirane ring-opening followed by tributyltin hydride-reduction.

TRIFLUOROMETHYL GROUP INDUCED HIGHLY STEREOSELECTIVE SYNTHESIS OF α-HYDROXY CARBONYL COMPOUNDS

The reaction of enolate prepared from ethyl 3-methyl-4,4,4-trifluorobutyrate with MoO5-Py-HMPA complex provides ethyl (2S*,3S*)-2-hydroxy-3-methyl-4,4,4-trifluorobutyrate predominantly.In contrast, NaBH4 reduction of the corresponding 2-oxobutyrate affords (2R*,3S*)-hydroxyester preferentially.

Synthesis of piperazine-2,5-diones related to bicyclomycin: 1,4-dibenzyl-3-hydroxy-3-piperazine-2,5-dione. 2. Route via cyclic intermediates

1,4-Dibenzyl-3-hydroxy-3-piperazine-2,5-dione (43),which incorporates several of the structural features of the antibiotic bicyclomycin, has been synthesized via a reaction sequence involving early construction of the piperazine-2,5-dione ring.In model studies 3-isopropylidenepiperazine-2,5-dione was di-N-benzylated and epoxidized to give 4,7-dibenzyl-2,2-dimethyl-1-oxa-4,7-diazaspirooctane-5,8-dione (10).The opening of the epoxide ring of 10 by several reagents was investigated and it was found that treatment with magnesium isopropylcyclohexylamide (MICA) gives 1,4-dibenzyl-3-hydroxy-3-(1-methylethenyl)piperazine-2,5-dione (23).Treatment of ethyl 3-(2-methoxyethyl)-3-methyl-glycidate (28) with p-toluenesulfonic acid followed by hydrogenation and oxidation gives ethyl 5-methoxy-3-methyl-2-oxopentanoate, which on reaction with chloroacetamide and sulfuric acid followed by treatment of the resulting enamide with ammonia gives (Z)- and (E)-3-(4-methoxybut-2-ylidene)piperazine-2,5-dione.Di-N-benzylation of these followed by epoxidation gives (Z)- and (E)-4,7-dibenzyl-2-(2-methoxyethyl)-2-methyl-1-oxa-4,7-diazaspirooctane-5,8-dione (41 and 42).Treatment of 41 with MICA converts it to compound 43.Chromatography of 43 on silica converts it in part to N-benzyl-N-(2-benzylamino-2-oxoethyl)-3-(2-methoxyethyl)-2-oxo-3-butenamide, which on treatment with MICA regenerates 43.

Ester-Enolate Claisen Rearrangement of Lactic Acid Derivatives

The ester-enolate Claisen rearrangement of a number of allylic esters of α-hydroxy acids and O-protected derivatives was studied.Crotyl lactate (1b), for example, is converted to the enediolate, silylated, and rearranged to afford the RS,SR and RR,SS dias

Approaches to the Synthesis of Bicyclomycin

3-Acetoxy-1,4-dibenzyl-3-(3-methoxy-1-methylenepropyl)piperazine-2,5-dione (4) has been synthesized both via cyclization of N-benzyl-N-(N-benzylcarbamoylmethyl)-5-methoxy-3-methylene-2-oxopentanamide (10) and via cleavage of the epoxide ring of 4,7-dibenz